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#$Date: 2022-10-28 01:57:16 +0300 (Fri, 28 Oct 2022) $
#$Revision: 278841 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/15/7711590.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7711590
loop_
_publ_author_name
'Pantalon Juraj, Natalija'
'Tandarić, Tana'
'Tadić, Vanja'
'Perić, Berislav'
'Moreth, Dominik'
'Schatzschneider, Ulrich'
'Brozovic, Anamaria'
'Vianello, Robert'
'Kirin, Srećko I.'
_publ_section_title
;
 Tuning the coordination properties of chiral pseudopeptide
 bis(2-picolyl)amine and iminodiacetamide ligands in Zn(ii) and Cu(ii)
 complexes
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT02895F
_journal_year                    2022
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C24 H28 Cu F3 N4 O5 S +, C F3 O3 S -'
_chemical_formula_sum            'C25 H28 Cu F6 N4 O8 S2'
_chemical_formula_weight         754.17
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-06-09 deposited with the CCDC.	2022-10-21 downloaded from the CCDC.
;
_cell_angle_alpha                109.288(2)
_cell_angle_beta                 95.2123(17)
_cell_angle_gamma                103.5763(19)
_cell_formula_units_Z            1
_cell_length_a                   8.61725(19)
_cell_length_b                   9.0624(2)
_cell_length_c                   11.6675(3)
_cell_measurement_reflns_used    7268
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      78.9840
_cell_measurement_theta_min      4.0850
_cell_volume                     821.78(4)
_computing_cell_refinement       'CrysAlisPro 1.171.42.54a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.54a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.54a (Rigaku OD, 2022)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT-2015 (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.934
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.934
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9619
_diffrn_reflns_point_group_measured_fraction_full 0.680
_diffrn_reflns_point_group_measured_fraction_max 0.622
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.562
_diffrn_reflns_theta_min         4.084
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    2.895
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.54a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_description       needle
_exptl_crystal_F_000             385
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.931
_refine_diff_density_min         -0.471
_refine_diff_density_rms         0.067
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   -0.06(3)
_refine_ls_extinction_coef       0.0057(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     429
_refine_ls_number_reflns         4439
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_gt           0.0531
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1166P)²+0.0757P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1449
_refine_ls_wR_factor_ref         0.1472
_reflns_Friedel_coverage         0.332
_reflns_Friedel_fraction_full    0.362
_reflns_Friedel_fraction_max     0.310
_reflns_number_gt                4284
_reflns_number_total             4439
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt02895f3.cif
_cod_data_source_block           b2ACu-t
_cod_original_cell_volume        821.78(3)
_cod_database_code               7711590
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.92932(5) 0.61815(4) 0.45355(4) 0.0490(2) Uani 1 1 d . . . . .
O1W O 0.9585(6) 0.4000(6) 0.3758(4) 0.0632(10) Uani 1 1 d D . . . .
H1W H 0.931(8) 0.372(8) 0.303(2) 0.060(19) Uiso 1 1 d D . . . .
H2W H 0.902(6) 0.337(6) 0.401(5) 0.045(14) Uiso 1 1 d D . . . .
N1 N 1.1186(6) 0.6843(6) 0.5903(5) 0.0580(11) Uani 1 1 d . . . . .
C1 C 1.2366(9) 0.6112(9) 0.5904(6) 0.0683(14) Uani 1 1 d . . . . .
H1 H 1.235526 0.521127 0.522261 0.082 Uiso 1 1 calc R U . . .
C2 C 1.3608(10) 0.6702(13) 0.6926(8) 0.086(2) Uani 1 1 d . . . . .
H2 H 1.443197 0.619883 0.693200 0.103 Uiso 1 1 calc R U . . .
C3 C 1.3611(11) 0.8023(13) 0.7919(8) 0.090(2) Uani 1 1 d . . . . .
H3 H 1.442453 0.840775 0.861355 0.108 Uiso 1 1 calc R U . . .
C4 C 1.2428(10) 0.8777(11) 0.7894(6) 0.082(2) Uani 1 1 d . . . . .
H4 H 1.244195 0.970279 0.855502 0.099 Uiso 1 1 calc R U . . .
C5 C 1.1199(8) 0.8139(8) 0.6866(5) 0.0624(13) Uani 1 1 d . . . . .
C6 C 0.9740(9) 0.8770(9) 0.6803(6) 0.0686(15) Uani 1 1 d . . . . .
H6A H 1.005079 0.993620 0.725638 0.082 Uiso 1 1 calc R U . . .
H6B H 0.892342 0.825433 0.717691 0.082 Uiso 1 1 calc R U . . .
N2 N 0.9052(6) 0.8406(6) 0.5469(4) 0.0561(10) Uani 1 1 d . . . . .
C7 C 0.7293(8) 0.8331(9) 0.5316(7) 0.0717(16) Uani 1 1 d . . . . .
H7A H 0.716702 0.934062 0.525612 0.086 Uiso 1 1 calc R U . . .
H7B H 0.687833 0.821874 0.603788 0.086 Uiso 1 1 calc R U . . .
C8 C 0.6320(7) 0.6919(8) 0.4177(6) 0.0600(12) Uani 1 1 d . . . . .
C9 C 0.4750(9) 0.6763(11) 0.3745(8) 0.0756(18) Uani 1 1 d . . . . .
H9 H 0.427422 0.757746 0.411720 0.091 Uiso 1 1 calc R U . . .
C10 C 0.3858(9) 0.5396(11) 0.2754(8) 0.0813(19) Uani 1 1 d . . . . .
H10 H 0.277650 0.526605 0.245876 0.098 Uiso 1 1 calc R U . . .
C11 C 0.4613(11) 0.4234(11) 0.2216(8) 0.085(2) Uani 1 1 d . . . . .
H11 H 0.404929 0.331021 0.153805 0.102 Uiso 1 1 calc R U . . .
C12 C 0.6209(9) 0.4441(8) 0.2684(6) 0.0691(15) Uani 1 1 d . . . . .
H12 H 0.670968 0.364382 0.231987 0.083 Uiso 1 1 calc R U . . .
N3 N 0.7056(6) 0.5769(6) 0.3654(4) 0.0532(9) Uani 1 1 d . . . . .
C13 C 1.0027(8) 0.9665(7) 0.5063(6) 0.0626(13) Uani 1 1 d . . . . .
H13A H 1.116446 0.971658 0.524244 0.075 Uiso 1 1 calc R U . . .
H13B H 0.990232 1.071653 0.554529 0.075 Uiso 1 1 calc R U . . .
C14 C 0.9574(9) 0.9372(8) 0.3699(6) 0.0669(15) Uani 1 1 d . . . . .
H14A H 0.840219 0.911712 0.348656 0.080 Uiso 1 1 calc R U . . .
H14B H 1.003992 1.037474 0.356892 0.080 Uiso 1 1 calc R U . . .
C15 C 1.0121(6) 0.8019(6) 0.2824(5) 0.0504(10) Uani 1 1 d . . . . .
O1 O 1.0582(5) 0.6996(5) 0.3190(4) 0.0574(9) Uani 1 1 d . . . . .
N4 N 1.0075(5) 0.7959(5) 0.1693(5) 0.0530(9) Uani 1 1 d D . . . .
H4N H 0.971(8) 0.868(7) 0.152(7) 0.056(17) Uiso 1 1 d D . . . .
C16 C 1.0479(6) 0.6683(6) 0.0710(5) 0.0503(10) Uani 1 1 d . . . . .
H16 H 1.010565 0.565166 0.083892 0.060 Uiso 1 1 calc R U . . .
C17 C 1.2293(6) 0.7037(7) 0.0726(5) 0.0532(10) Uani 1 1 d . . . . .
C18 C 1.2897(9) 0.5801(9) 0.0024(7) 0.0684(14) Uani 1 1 d . . . . .
H18 H 1.218797 0.477955 -0.043541 0.082 Uiso 1 1 calc R U . . .
C19 C 1.4540(11) 0.6077(13) 0.0002(9) 0.089(2) Uani 1 1 d . . . . .
H19 H 1.491468 0.524741 -0.049447 0.107 Uiso 1 1 calc R U . . .
C20 C 1.5612(9) 0.7534(14) 0.0691(9) 0.092(2) Uani 1 1 d . . . . .
H20 H 1.671851 0.769371 0.069208 0.111 Uiso 1 1 calc R U . . .
C21 C 1.5043(9) 0.8782(11) 0.1393(9) 0.0820(19) Uani 1 1 d . . . . .
H21 H 1.576982 0.979324 0.185269 0.098 Uiso 1 1 calc R U . . .
C22 C 1.3396(8) 0.8540(8) 0.1417(6) 0.0689(14) Uani 1 1 d . . . . .
H22 H 1.302875 0.938660 0.189761 0.083 Uiso 1 1 calc R U . . .
C23 C 0.9561(8) 0.6502(10) -0.0528(6) 0.0708(16) Uani 1 1 d . . . . .
H23A H 0.844128 0.592395 -0.062487 0.106 Uiso 1 1 calc R U . . .
H23B H 1.002787 0.590734 -0.118250 0.106 Uiso 1 1 calc R U . . .
H23C H 0.963299 0.756189 -0.055825 0.106 Uiso 1 1 calc R U . . .
S1T1 S 0.7151(3) 0.3079(2) 0.57118(19) 0.0838(5) Uani 1 1 d . . . . .
O1T1 O 0.7432(11) 0.4794(7) 0.5961(6) 0.105(2) Uani 1 1 d . . . . .
O2T1 O 0.7859(19) 0.2640(14) 0.6647(9) 0.157(4) Uani 1 1 d . . . . .
O3T1 O 0.7290(10) 0.2134(7) 0.4509(6) 0.0978(18) Uani 1 1 d . . . . .
C1T1 C 0.495(2) 0.2387(18) 0.558(3) 0.168(9) Uani 1 1 d . . . . .
F1T1 F 0.4160(14) 0.2834(18) 0.4911(19) 0.225(8) Uani 1 1 d . . . . .
F2T1 F 0.4496(14) 0.0792(11) 0.5393(19) 0.243(9) Uani 1 1 d . . . . .
F3T1 F 0.471(2) 0.3125(18) 0.681(2) 0.291(11) Uani 1 1 d . . . . .
S1T2 S 0.9679(2) 0.16131(16) 0.06286(14) 0.0658(4) Uani 1 1 d . . . . .
O1T2 O 1.0058(9) 0.3297(6) 0.1426(5) 0.0871(16) Uani 1 1 d . . . . .
O2T2 O 0.9055(9) 0.0550(8) 0.1264(8) 0.106(2) Uani 1 1 d . . . . .
O3T2 O 1.0857(10) 0.1237(13) -0.0073(8) 0.137(4) Uani 1 1 d . . . . .
C1T2 C 0.7926(15) 0.1409(14) -0.0472(7) 0.099(3) Uani 1 1 d . . . . .
F1T2 F 0.6689(11) 0.1619(12) 0.0060(7) 0.148(4) Uani 1 1 d . . . . .
F2T2 F 0.842(2) 0.2280(17) -0.1104(9) 0.226(7) Uani 1 1 d . . . . .
F3T2 F 0.7440(9) -0.0077(12) -0.1287(7) 0.163(4) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1W Cu1 N3 98.86(19) . . ?
O1W Cu1 N1 92.6(2) . . ?
N3 Cu1 N1 160.91(18) . . ?
O1W Cu1 N2 175.3(2) . . ?
N3 Cu1 N2 84.1(2) . . ?
N1 Cu1 N2 83.5(2) . . ?
O1W Cu1 O1 89.47(17) . . ?
N3 Cu1 O1 96.31(17) . . ?
N1 Cu1 O1 99.00(18) . . ?
N2 Cu1 O1 93.85(17) . . ?
C5 N1 C1 120.5(6) . . ?
C5 N1 Cu1 113.4(4) . . ?
C1 N1 Cu1 126.1(4) . . ?
N1 C1 C2 119.8(7) . . ?
C3 C2 C1 119.5(8) . . ?
C4 C3 C2 120.0(7) . . ?
C3 C4 C5 118.7(8) . . ?
N1 C5 C4 121.3(7) . . ?
N1 C5 C6 115.7(6) . . ?
C4 C5 C6 122.8(6) . . ?
C5 C6 N2 109.5(4) . . ?
C13 N2 C7 112.3(5) . . ?
C13 N2 C6 108.5(5) . . ?
C7 N2 C6 110.6(5) . . ?
C13 N2 Cu1 111.1(3) . . ?
C7 N2 Cu1 109.1(4) . . ?
C6 N2 Cu1 104.9(4) . . ?
N2 C7 C8 111.4(5) . . ?
N3 C8 C9 121.6(7) . . ?
N3 C8 C7 116.6(5) . . ?
C9 C8 C7 121.6(6) . . ?
C8 C9 C10 120.1(7) . . ?
C11 C10 C9 118.1(7) . . ?
C10 C11 C12 119.8(8) . . ?
N3 C12 C11 121.3(7) . . ?
C12 N3 C8 118.9(5) . . ?
C12 N3 Cu1 126.7(4) . . ?
C8 N3 Cu1 114.2(4) . . ?
N2 C13 C14 114.6(5) . . ?
C15 C14 C13 115.2(5) . . ?
O1 C15 N4 122.3(4) . . ?
O1 C15 C14 120.8(5) . . ?
N4 C15 C14 116.9(4) . . ?
C15 O1 Cu1 117.8(3) . . ?
C15 N4 C16 124.1(4) . . ?
N4 C16 C17 112.2(4) . . ?
N4 C16 C23 108.8(4) . . ?
C17 C16 C23 111.3(4) . . ?
C22 C17 C18 117.9(6) . . ?
C22 C17 C16 123.2(5) . . ?
C18 C17 C16 118.8(5) . . ?
C19 C18 C17 120.7(7) . . ?
C20 C19 C18 121.1(8) . . ?
C19 C20 C21 119.2(7) . . ?
C20 C21 C22 120.7(8) . . ?
C21 C22 C17 120.3(7) . . ?
O2T1 S1T1 O3T1 113.4(6) . . ?
O2T1 S1T1 O1T1 116.7(6) . . ?
O3T1 S1T1 O1T1 115.4(4) . . ?
O2T1 S1T1 C1T1 107.2(11) . . ?
O3T1 S1T1 C1T1 99.2(8) . . ?
O1T1 S1T1 C1T1 102.2(6) . . ?
F1T1 C1T1 F2T1 117(2) . . ?
F1T1 C1T1 F3T1 108.0(15) . . ?
F2T1 C1T1 F3T1 102.8(17) . . ?
F1T1 C1T1 S1T1 115.3(15) . . ?
F2T1 C1T1 S1T1 109.3(12) . . ?
F3T1 C1T1 S1T1 103.1(18) . . ?
O3T2 S1T2 O2T2 117.4(6) . . ?
O3T2 S1T2 O1T2 114.5(5) . . ?
O2T2 S1T2 O1T2 111.0(4) . . ?
O3T2 S1T2 C1T2 105.6(5) . . ?
O2T2 S1T2 C1T2 104.4(5) . . ?
O1T2 S1T2 C1T2 102.0(5) . . ?
F2T2 C1T2 F1T2 118.5(13) . . ?
F2T2 C1T2 F3T2 103.9(10) . . ?
F1T2 C1T2 F3T2 105.3(10) . . ?
F2T2 C1T2 S1T2 107.4(10) . . ?
F1T2 C1T2 S1T2 111.7(6) . . ?
F3T2 C1T2 S1T2 109.6(9) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1W 1.971(4) . ?
Cu1 N3 1.990(5) . ?
Cu1 N1 2.000(5) . ?
Cu1 N2 2.020(5) . ?
Cu1 O1 2.222(4) . ?
N1 C5 1.327(8) . ?
N1 C1 1.338(9) . ?
C1 C2 1.390(10) . ?
C2 C3 1.363(14) . ?
C3 C4 1.357(14) . ?
C4 C5 1.386(10) . ?
C5 C6 1.503(10) . ?
C6 N2 1.511(8) . ?
N2 C13 1.487(7) . ?
N2 C7 1.493(8) . ?
C7 C8 1.509(10) . ?
C8 N3 1.350(7) . ?
C8 C9 1.357(10) . ?
C9 C10 1.381(13) . ?
C10 C11 1.373(13) . ?
C11 C12 1.378(11) . ?
C12 N3 1.341(8) . ?
C13 C14 1.522(9) . ?
C14 C15 1.516(7) . ?
C15 O1 1.266(6) . ?
C15 N4 1.299(7) . ?
N4 C16 1.470(6) . ?
C16 C17 1.517(7) . ?
C16 C23 1.521(9) . ?
C17 C22 1.392(9) . ?
C17 C18 1.394(8) . ?
C18 C19 1.382(11) . ?
C19 C20 1.355(15) . ?
C20 C21 1.382(14) . ?
C21 C22 1.388(10) . ?
S1T1 O2T1 1.414(8) . ?
S1T1 O3T1 1.414(6) . ?
S1T1 O1T1 1.439(6) . ?
S1T1 C1T1 1.830(19) . ?
C1T1 F1T1 1.21(3) . ?
C1T1 F2T1 1.342(16) . ?
C1T1 F3T1 1.43(3) . ?
S1T2 O3T2 1.395(7) . ?
S1T2 O2T2 1.439(6) . ?
S1T2 O1T2 1.440(5) . ?
S1T2 C1T2 1.823(11) . ?
C1T2 F2T2 1.276(15) . ?
C1T2 F1T2 1.303(15) . ?
C1T2 F3T2 1.307(13) . ?
